Top Florida Historical Tours

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

You won't find a better tour on Amelia Island! Step aboard our classic trolley and experience the stories that made Amelia Island unlike anywhere else in America. From the Eight Flags that shaped its rich cultural heritage to the glamour of the “Newport of the South,” you’ll journey through grand architecture, railroad legends, Civil War history, and the rise of Fernandina as the birthplace of modern shrimping. This fully narrated tour brings to life the people, industries, and historic moments that transformed Amelia Island into one of Florida’s most fascinating destinations.

Explore St. Augustine’s historic districts on a small-group tour designed to provide clear historical context without extensive walking. Traveling by low-speed vehicle, cover key landmarks efficiently while hearing structured commentary through a premium sound system. With pickup included and a maximum of seven guests, this tour offers a more personalized way to understand the city’s layered history in a compact timeframe.

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Explore one of Florida's most picturesque harbors on this Tampa history cruise that transports travelers back in time across stunning blue waters. See the real-life pirate ship known as Gabriella up close and take in views of million-dollar homes, popular museums, and the famous 'Plant Hotel' as you listen to expert commentary about the city's rich past.

Explore the scenic beauty of Peanut Island on this 3-hour sandbar and swim tour. Departing from Lake Park Marina, the adventure begins with a cruise through the Intracoastal Waterway before stopping at a shallow, crystal-clear sandbar. Enjoy paddleboarding, lounging on oversized water mats, or simply soaking in the sun with friends. Your captain shares captivating tales about Peanut Island and the historic Kennedy Bunker, enhancing your experience with local insights. This BYOB tour is perfect for couples, groups of friends, or anyone seeking relaxation in one of Palm Beach's most beautiful settings. - Duration: 3 hours of fun and relaxation - Includes water toys, bottled drinks, and snacks - Capacity of 34, ensuring a fun group experience - Perfect for those looking to unwind on the water

Discover the sights and marine life of Naples on a sightseeing cruise. You have the opportunity to see birds, dolphins, and, season permitting, manatees. The cruise also takes you past the area’s top mansions, Keewaydin Island, and more. Relax and learn about local history, wildlife, and celebrity real estate during on board commentary. It’s the perfect time to take unobstructed photographs of the city and its natural surroundings.

Few people know that one of the only two Wizard of Oz Museums is right in Central Florida. Take advantage of this ticket to explore a hidden gem located near NASA and Cocoa Beach. Wander around the site where you’ll find an assortment of comic books, maps, dolls, collectibles, toys, posters, and other Wizard of Oz themed memorabilia. The museum even has original props and costumes from the movie.

We offer a one-hour horseback riding tour through the enchanting trails of Historic Virginia Key Beach Park. Guests learn about the park's history, local nature all while connecting with our well-trained horses that are suitable for riders of all levels. Guests will start riding through the trails and finish off riding their horse on the pristine waters of the Historic Virginia Key Beach Park. The ranch is committed to providing guests with the best possible experience, ensuring the comfort and safety of their horses.

See all of Tampa's iconic neighborhoods and learn about the city's history in one of the most fun ways around - by a street legal golf cart. You will Tour each Tampa neighborhood, visit the university's campus and admire the beautiful Riverwalk, and take plenty of stops for photos at landmarks along the way. Cover plenty of ground in your golf cart while breathing in the warm Florida air. This tour is owned and operated by a University of Tampa graduate.

Make the most of your day in St Augustine and save money in the process with a package that includes admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus dozens of other points of interest among the city’s top attractions.

Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Go beyond the guidebooks and discover a different side of St. Augustine on a haunted walking tour that combines ghost stories with visits to local bars. The tour explores the city's haunted history while stopping at historic watering holes, where you'll have time to purchase drinks along the way. Blending local legends, historical storytelling, and a lively social atmosphere, it's a unique alternative to a traditional ghost tour.

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.

Sightsee around Downtown St. Petersburg, Florida in comfort and ease—and discover more of its top landmarks than you could if you were exploring on foot—thanks to this time-saving street-legal golf cart tour. Learn all about the city’s culture and history from your guide with your small group of fellow travelers, and pick your guide’s brain about what to do and where to eat next.

Explore the best that Key West has to offer on this narrated tour aboard a miniature train. See Key West’s top attractions and learn about the Conch Republic’s history and residents, including Ernest Hemingway and Harry Truman. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, and learn the stories behind the sights from the live on-board commentary.

Pedal through the charming streets of Old Town Key West on a guided bike tour, perfect for first-timers exploring the island. Along the way, you’ll uncover its rich history and stop at iconic spots like Mallory Square, Mile Marker Zero, and the Southernmost Point Buoy. With morning and afternoon tour options, it’s easy to soak in panoramic ocean views and experience Key West at your own pace.

Jimmy Buffett has left his mark on Key West since he arrived 50 years ago. If you have a passion for all things Buffett and Margaritaville, this walking tour is the best way to find the locations around Old Key West that inspired his songs. Your guide will also take you to the location of his first gig, some of his favorite watering holes, bars he played in and his recording studio.

Explore downtown Pensacola without getting lost on this hop-on hop-off bus tour—a great choice for first-time visitors. Take as much time as you like at each stop and sightsee at your own pace. Your pass includes a guided tour of Pensacola’s oldest house and a self-guided tour of the old cemetery. Plus, enjoy commentary from your guide and over $100 worth of discounts at businesses and attractions along the route.

Visit a landmark of space exploration with admission to the Kennedy Space Center at Cape Canaveral, the launch site for some of America’s most important missions. Your ticket to the Kennedy Space Center includes access to the Space Shuttle 'Atlantis,' a bus tour of the grounds, an astronaut encounter, and the chance to try a shuttle simulator and virtual moonwalk.

Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.